Development of a concise, scalable synthesis of a CCR1 antagonist utilizing a continuous flow Curtius rearrangement
Contributor(s):: Marsini, Maurice A., Buono, Frederic G., Lorenz, Jon C., Yang, Bing-Shiou, Reeves, Jonathan T., Sidhu, Kanwar, Sarvestani, Max, Tan, Zhulin, Zhang, Yongda, Li, Ning, Lee, Heewon, Brazzillo, Jason, Nummy, Laurence J., Chung, J. C., Luvaga, Irungu K., Narayanan, Bikshandarkoil A., Wei, Xudong, Song, Jinhua J., Roschangar, Frank, Yee, Nathan K., Senanayake, Chris H.
A convergent, robust, and concise synthesis of a developmental CCR1 antagonist is described using continuous flow technology. In the first approach, following an expeditious SNAr sequence for cyclopropane introduction, a safe, continuous flow Curtius rearrangement was developed for the synthesis...